Carboxylic Acids And Derivatives Flashcards

1
Q

What is the formula group for a carboxylic acid?

A

COOH

End in the suffix oic acid

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2
Q

What are the trends in solubility of carboxylic acids?

A

Carboxylic acids with short alkyl chains are very soluble since they can from hydrogen bonds.

Solubility decreases as the length of the hydrocarbon chain increases since this is a non polar part of the molecule.

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3
Q

What kind of intermolecular forces are present in carboxylic acids?

A

COOH group has 3 polar bonds meaning they can form hydrogen bonds

They can therefore form dimers ( hydrogen bonding between 2 of the same molecules without the presence of water)

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4
Q

What is the trend in booming point of carboxylic acids?

A

Have high boiling points due to the hydrogen bonding between the molecules. This means lots of energy is required in order to over come the intermolecular forces.

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5
Q

Explain a carboxylic acids acidity properties

A

Carboxylic acids are weak acids as they only partially dissociate.

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6
Q

What is the functional group for an Ester?

A

COO

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7
Q

How is an Ester formed?

A

Via combining an alcohol with a carboxylic acid
Using a sulphuric acid catalyst and heating gently

(Esterification reaction)

Make larger esters by heating under reflux

They can also be made from alcohols and acid anhydrides (2 carboxylic acids joined together)

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8
Q

What happens during the acid hydrolysis of an Ester?

A

Can reverse Esterification by using hydrolysis.

Different products are formed depending on the reaction conditions.

Refluxing the Ester in hot aqueous acid will produce a carboxylic acid and an alcohol

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9
Q

What happens during the alkali hydrolysis of an Ester?

A

Can reflux Ester with hot aqueous alkali to form a carboxylate salt and an alcohol.

Use this process in saponification (making soaps)

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10
Q

What are some uses of esters?

A

Used in perfumes as they produce pleasant smells

Used to make biodiesel

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11
Q

How is biodiesel produced?

A

Reacting triglycerides ( from vegetable oils) with methanol using a strong alkaline catalyst forms a mixture of methyl esters which are used as fuel

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12
Q

How does the saponification reaction occur?

A

Using the alkaline hydrolysis of an Ester to produce a carboxylate salt and an alcohol.

Triglycerides are tri-esters (from vegetable oils)

Triglycerides + 3NaOH ——> glycerol + sodium sterate ( C17H35-COO-Na+)

Sodium sterate is a key component in making soaps and is a salt of a fatty acid

The alcohol produced is used as a sweetener in skin or dental care

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13
Q

What is the functional group of an acyl molecule?

A

ROCl

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14
Q

What is an acyl chloride?

A

Derivative of a carboxylic acid where the OH group is replaced by a Cl group.

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15
Q

How are acyl chlorides formed?

A

Reacting a carboxylic acid with SOCl to form the acyl chloride, sulphur dioxide and HCL.

Separate the acyl chloride his distillation

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16
Q

How do you name acyl chlorides?

A

Suffix -oyl chloride

Eg methanoyl chloride

Ethanoyl chloride

Propanoyl chloride

17
Q

How are esters produced using acyl chlorides?

A

Reacting acyl chloride with alcohols makes esters

High yield than using carboxylic acids

To make aromatic esters you must use phenols and acyl chlorides.

18
Q

What happens when you react an acyl chloride with:

Water

Ammonia

Primary amines

Secondary amines

A

Water + acyl chloride = carboxylic acid

Acyl chloride + conc ammonia = primary amide

Acyl chloride + primary amine = N substituted amides

Acyl chloride + secondary amines = N-N amides

19
Q

What kind of reactions occur when an acyl chloride reacts with

Water

Alcohols

Ammonia

Amines?

A

Nucleophilic addition elimination reactions

Water

Alcohols

Ammonia

Amines

They all act as nucleophiles

20
Q

What are the products formed when an acyl chloride reacts with

Water

Alcohols

Ammonia

Amines

In a nucleophilic addition elimination reaction?

A

Water ——> carboxylic acid

Alcohol ——> ester

Ammonia ——> amide

Amine ——> N substituted amide

21
Q

What is an amide?

A

A nitrogen containing compound

Similar to an acyl chloride but the Cl group is replaced by an amine group NH2

22
Q

What are primary secondary and tertiary amides?

A

Primary:
1 carbon attached to the nitrogen atom

Secondary:
2 carbon attached to the nitrogen atom

Tertiary:
3 carbon attached to the nitrogen atom

23
Q

How are amides named?

A

Using the suffix amide

Eg methanamide

Secondary amides add on an N-alkyl prefix to show the extra alkyl group

Eg N-methylmethanamide